Deal Desk Manager

iManage•Chicago, IL

2d•Hybrid

About The Position

You will play a mission-critical role in supporting high-impact, complex enterprise deals from structure through to booking. As a key cross-functional partner to Sales, Finance, Legal, and Product, you’ll ensure deals are financially sound, contractually compliant, and operationally executable. This is a unique opportunity to influence how iManage scales its revenue engine, helping us maintain operational excellence as we grow. You'll develop deep visibility into our sales and pricing strategies—and be empowered to make process improvements that drive clarity, speed, and control.

Requirements

3+ years of experience in a Deal Desk, Sales Ops, Finance, or Revenue Operations role in a SaaS environment
Proven ability to review complex deal structures for margin, discounting, and compliance
Familiarity with Salesforce CPQ and contract lifecycle management (CLM) platforms like Ironclad
Working knowledge of SaaS revenue models and ASC 606 revenue recognition principles
Exceptional attention to detail, with the ability to manage high volumes of data with accuracy
Strong collaboration skills and the ability to communicate clearly across teams
A solutions-focused mindset and an interest in improving systems and processes
A bachelor's degree in finance, Business, Accounting, or related field

Nice To Haves

Experience supporting partner-led deals or reseller contract structures
Familiarity with Coupa or enterprise procurement systems
Past involvement in pricing, commercial operations, or quoting process improvements
Exposure to complex enterprise sales cycles and negotiation dynamics

Responsibilities

Reviewing and validating sales quotes in Salesforce CPQ for accuracy in pricing, SKU use, billing logic, and contract terms
Evaluating proposals for financial accuracy, margin impact, and adherence to discounting and revenue recognition policies
Managing deal desk intake and exception workflows, flagging non-standard terms and coordinating necessary approvals
Collaborating with Legal to initiate and track contract workflows in Ironclad for both direct and indirect sales motions
Coordinating with Accounting to ensure contracts align with revenue recognition standards and booking policies
Tracking deal metrics, exceptions, and patterns to inform pricing strategy and improve sales execution
Supporting downstream processes, including commissions, partner attribution, and provisioning setup
Partnering with Sales Leadership to ensure smooth handoffs and clear visibility into deal risk and readiness
Contributing to tool enhancements, enablement materials, and best practices documentation for deal workflows

Benefits

Join a rapidly evolving, industry-leading SaaS company on an exciting journey of growth and scalability!
Take on meaningful, high-impact challenges by leveraging cutting-edge technologies and best-in-class protocols to drive innovation.
Own my career path with our internal development framework. Ask us more about this!
Expand my skill set and earn certifications with unlimited access to LinkedIn Learning courses and interactive Microsoft courses & training.
Be part of a supportive and experienced team within a dynamic, inclusive, and encouraging culture.
Enjoy flexible work hours that empower me to balance personal time with professional commitments.
Collaborate in a modern, open-plan workspace featuring a gaming area, free snacks and drinks, and regular social events.
Creating an inclusive environment where I can help shape the culture not just by fitting in, but by adding to it.
Providing a market competitive salary that is applied through a consistent process, equitable for all our employees, and regularly reviewed based on industry data.
Rewarding me with an annual performance-based bonus.
Offering comprehensive Health/Vision/Dental/Life Insurance, and a 401k Retirement Savings Plan with a company match up to 4%.
Granting enhanced leave for expecting parents; 20 weeks 100% paid for primary leave, and 10 weeks 100% paid for secondary leave.
Providing me with a flexible time off policy to take the time off that I need. Be it for vacation, volunteering, celebrating holidays, spending time with family, or simply taking time to recharge and reset.
Having multiple company wellness days each year to prioritize mental health and well-being.
Providing access to RethinkCare, a global behavioral health platform that enhances personal well-being, strengthens professional resilience, and empowers parental success through expert-led training and resources.